Bifunctional Ligand Enables Efficient Gold‐Catalyzed Hydroalkenylation of Propargylic Alcohol. (4th June 2018)

• Record Type: Journal Article
• Authors: Liao, Shengrong; Porta, Alessio; Cheng, Xinpeng; Ma, Xu; Zanoni, Giuseppe; Zhang, Liming
• Is Part Of: Angewandte Chemie. Volume 130:Number 27(2018)
• Page Start: 8382
• Page End: 8386
• Publication Date: 2018-06-04
• Subjects: Gold -- Konjugation -- Ligandendesign -- Reaktionsmechanismen -- Synthesemethoden; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201802533
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: Using the previously designed biphenyl‐2‐ylphosphine ligand, featuring a remote tertiary amino group, the first gold‐catalyzed intermolecular hydroalkenylation of alkynes has been developed. Synthetically valuable conjugated dienyl alcohols are formed in moderate to good yields. A range of alkenyltrifluoroborates are allowed as the alkenyl donor, and no erosion of alkene geometry and/or the propargylic configuration are detected. DFT calculations confirm the critical role of the remote basic group in the ligand as a general‐base catalyst for promoting this novel gold catalysis with good efficiency.